(3R,4S,5R)-5-((S)-1-Azido-ethyl)-4-benzyloxy-3-hydroxy-dihydro-furan-2-one

Base Information

Chemical Name:(3R,4S,5R)-5-((S)-1-Azido-ethyl)-4-benzyloxy-3-hydroxy-dihydro-furan-2-one
CAS No.:117238-31-0
Molecular Formula:C₁₃H₁₅N₃O₄
Molecular Weight:277.28
Hs Code.:

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3R,4S,5R)-5-((S)-1-Azido-ethyl)-4-benzyloxy-3-hydroxy-dihydro-furan-2-one

Chemical Property:

Purity/Quality:

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Technology Process of (3R,4S,5R)-5-((S)-1-Azido-ethyl)-4-benzyloxy-3-hydroxy-dihydro-furan-2-one

There total 8 articles about (3R,4S,5R)-5-((S)-1-Azido-ethyl)-4-benzyloxy-3-hydroxy-dihydro-furan-2-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 14686-89-6
(1,2:5,6)-di-O-isopropylidene-D-gulose

: 117238-31-0
(3R,4S,5R)-5-((S)-1-Azido-ethyl)-4-benzyloxy-3-hydroxy-dihydro-furan-2-one

Guidance literature:: Multi-step reaction with 7 steps

1: sodium hydride, tetrabutylammonium iodide

2: acetic acid / H₂O

3: 85 percent / pyridine

4: 94 percent / lithium triethylborohydride / tetrahydrofuran

5: 4-(diethylamino)pyridine / pyridine

6: 84 percent / sodium azide / dimethylformamide

7: 1.) trifluoroacetic acid; 2.) bromine, barium carbonate / 1.) water; 2.) aqueous dioxane

With diethyl-pyridin-4-yl-amine; sodium azide; bromine; tetra-(n-butyl)ammonium iodide; sodium hydride; lithium triethylborohydride; acetic acid; barium carbonate; trifluoroacetic acid; In tetrahydrofuran; pyridine; water; N,N-dimethyl-formamide;
DOI:10.1039/c39880000483

Reference yield:

: 57099-04-4
3-O-benzyl-1,2-O-isopropylidene-α-D-allofuranose

: 117238-31-0
(3R,4S,5R)-5-((S)-1-Azido-ethyl)-4-benzyloxy-3-hydroxy-dihydro-furan-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: 85 percent / pyridine

2: 94 percent / lithium triethylborohydride / tetrahydrofuran

3: 4-(diethylamino)pyridine / pyridine

4: 84 percent / sodium azide / dimethylformamide

5: 1.) trifluoroacetic acid; 2.) bromine, barium carbonate / 1.) water; 2.) aqueous dioxane

With diethyl-pyridin-4-yl-amine; sodium azide; bromine; lithium triethylborohydride; barium carbonate; trifluoroacetic acid; In tetrahydrofuran; pyridine; N,N-dimethyl-formamide;
DOI:10.1039/c39880000483

Reference yield:

: 22331-21-1
1,2:5,6-di-O-isopropylidene-3-O-benzyl-α-D-allofuranose

: 117238-31-0
(3R,4S,5R)-5-((S)-1-Azido-ethyl)-4-benzyloxy-3-hydroxy-dihydro-furan-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: acetic acid / H₂O

2: 85 percent / pyridine

3: 94 percent / lithium triethylborohydride / tetrahydrofuran

4: 4-(diethylamino)pyridine / pyridine

5: 84 percent / sodium azide / dimethylformamide

6: 1.) trifluoroacetic acid; 2.) bromine, barium carbonate / 1.) water; 2.) aqueous dioxane

With diethyl-pyridin-4-yl-amine; sodium azide; bromine; lithium triethylborohydride; acetic acid; barium carbonate; trifluoroacetic acid; In tetrahydrofuran; pyridine; water; N,N-dimethyl-formamide;
DOI:10.1039/c39880000483